Compound and organic light emitting diode comprising same

Patent metadata

Field	Value
Publication number	US-11678574-B2
Application number	US-201916761557-A
Country	US
Kind code	B2
Filing date	Mar 22, 2019
Priority date	Mar 22, 2018
Publication date	Jun 13, 2023
Grant date	Jun 13, 2023

Abstract

Provided is a compound of Chemical Formula 1:HAr-L1-L2-Ar1  Chemical Formula 1wherein:HAr is a group of the following Chemical Formula A-1 or A-2; L1 and L2 are the same as or different from each other, and each independently is a direct bond, a substituted or unsubstituted monocyclic or polycyclic arylene group, or a substituted or unsubstituted monocyclic or polycyclic heteroarylene group; andAr1 is a substituted or unsubstituted monocyclic or polycyclic aryl group, or a substituted or unsubstituted monocyclic or polycyclic heteroaryl group;wherein:R1 to R3 are the same as or different from each other, and each independently is a substituted or unsubstituted linear or branched alkyl group; andis a site bonding to L1 of Chemical Formula 1,and an organic light emitting device comprising the same.

First claim

The invention claimed is:

1. A compound of Chemical Formula 1:
HAr-L1-L2-Ar1  Chemical Formula 1

wherein, in Chemical Formula 1;
HAr is a group of the following Chemical Formula A-1 or A-2;
L1 and L2 are the same as or different from each other, and each independently is a direct bond; a monocyclic or polycyclic arylene group that is unsubstituted or substituted with an alkyl group, an aryl group or a heteroaryl group; or a monocyclic or polycyclic heteroarylene group that is unsubstituted or substituted with an alkyl group, an aryl group or a heteroaryl group; and
Ar1 is a monocyclic or polycyclic aryl group that is unsubstituted or substituted with a cyano group, an alkyl group, an aryl group or a heteroaryl group; or a monocyclic or polycyclic heteroaryl group that is unsubstituted or substituted with a cyano group, an alkyl group, an aryl group or a heteroaryl group, provided that Ar1 is not 9,9-spirobifluorene;

wherein in Chemical Formulae A-1 and A-2;
R1 to R3 are the same as or different from each other, and each independently is an unsubstituted linear or branched alkyl group; and

is a site bonding to L1 of Chemical Formula 1.

2. The compound of claim 1 , wherein Chemical Formula 1 is one of the following Chemical Formula 1-1 or 1-2:

wherein in Chemical Formulae 1-1 and 1-2;
L1, L2 and Ar1 have the same definitions as in Chemical Formula 1; and
R1 to R3 have the same definitions as in Chemical Formulae A-1 and A-2.

3. The compound of claim 1 , wherein L1 and L2 are the same as or different from each other, and each independently is a direct bond, a monocyclic arylene group that is unsubstituted or is substituted with an alkyl group or an aryl group, or a polycyclic arylene group.

4. The compound of claim 1 , wherein Ar1 is a monocyclic aryl group that is unsubstituted or is substituted with a cyano group, an alkyl group, an arylphosphine oxide group, an aryl group or a heteroaryl group; a polycyclic aryl group; a monocyclic heteroaryl group that is unsubstituted or is substituted with an alkyl group or an aryl group; or a polycyclic heteroaryl group that is unsubstituted or is substituted with an aryl group, provided that Ar1 is not 9,9-spirobifluorene.

5. The compound of claim 1 , wherein R1 to R3 are the same as or different from each other, and each independently is a linear alkyl group.

6. An organic light emitting device comprising:
a first electrode;
a second electrode provided opposite to the first electrode; and
one or more organic material layers provided between the first electrode and the second electrode,
wherein one or more layers of the organic material layers comprise the compound of claim 1 .

7. The organic light emitting device of claim 6 , wherein the organic material layer comprises an electron injection layer, an electron transfer layer, or a layer carrying out electron transfer and electron injection at the same time, and the electron injection layer, the electron transfer layer, or the layer carrying out electron transfer and electron injection at the same time comprises the compound.

8. The organic light emitting device of claim 6 , wherein the organic material layer comprises a hole blocking layer, and the hole blocking layer comprises the compound.

9. The organic light emitting device of claim 6 , wherein the organic material layer comprises a hole injection layer, a hole transfer layer, or a layer carrying out hole transfer and hole injection at the same time, and the hole injection layer, the hole transfer layer, or the layer carrying out hole transfer and hole injection at the same time comprises the compound.

10. The organic light emitting device of claim 6 , wherein the organic material layer comprises a light emitting layer, and the light emitting layer comprises the compound.

11. The organic light emitting device of claim 6 , wherein the organic material layer comprises one or more layers selected from the group consisting of a hole injection layer, a hole transfer layer, an electron injection layer, an electron transfer layer, an electron blocking layer, a hole blocking layer, a layer carrying out hole transfer and hole injection at the same time, and a layer carrying out electron transfer and electron injection at the same time.

12. The organic light emitting device of claim 6 , wherein the organic material layer comprises a light emitting layer, the light emitting layer comprises a host and a dopant, and the dopant has a maximum light emission wavelength of 400 nm to 520 nm.

13. The organic light emitting device of claim 12 , wherein the dopant is a blue fluorescent dopant.

14. The organic light emitting device of claim 6 , wherein the organic material layer comprises two or more light emitting layers.

15. The organic light emitting device of claim 14 , wherein at least one of the two or more light emitting layers comprises a blue fluorescent dopant.

16. The organic light emitting device of claim 6 , wherein the organic material layer comprises a first stack comprising one or more light emitting layers; and a second stack comprising one or more light emitting layers, and comprises one or more charge generating layers between the first stack and the second stack.

17. The organic light emitting device of claim 6 , wherein the organic material layer comprises a first stack comprising one or more light emitting layers; a second stack comprising one or more light emitting layers; and a third stack comprising one or more light emitting layers, and comprises one or more charge generating layers between each of the first stack and the second stack; and the second stack and the third stack.

18. A compound selected from among the following compounds:

Assignees

• Lg Chemical Ltd

Inventors

• Huh Jungoh
• Hong Sung Kil
• Heo Dong Uk
• Han Miyeon
• Lee Jae Tak
• Yang Junghoon
• Yun Heekyung

Classifications

• H10K50/17

  Carrier injection layers · CPC title

• C07D401/10

  linked by a carbon chain containing aromatic rings · CPC title

• C07D471/04

  Ortho-condensed systems · CPC title

• H10K50/171

  Electron injection layers · CPC title

• C07F9/6512

  having the nitrogen atoms in positions 1 and 3 · CPC title